Heat a large dutch oven or pot on medium heat. Add in olive oil, once glimmering, add in italian ground sausage and break up with a wooden spoon. Cook for 5-6 minutes or until mostly browned and cooked through. Remove with a slotted spoon and place into a bowl on the side.
Add in yellow onion to the dutch oven and cook for 4-5 minutes or until translucent and softened. Sprinkle with kosher salt and cracked black pepper. Add in minced garlic cloves and continue to cook for another 1-2 minutes or until fragrant.
Add in 5-10 turns of cracked black pepper, 1/2 tsp kosher salt, garlic powder, rosemary and butternut squash and stir together. Cook for another 3-5 minutes.
Add in the chicken broth and bring mixture to a rolling simmer. Add in the gnocchi and cook according to package instructions. When there is 1-2 minutes left of cook time, add in the chopped kale and half and half and stir together until combined. Taste test for salt and pepper add in 1/2 tsp at a time until desired level is reached.
Serve with freshly grated parmesan cheese and chopped Italian parsley for topping.